Pet-friendly holiday rentals in Poughkeepsie

4.98 out of 5 average rating, 122 reviews

A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.

Home in Rhinebeck

Slate Cabin - Stylish Country Escape x Rhinebeck

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

5 out of 5 average rating, 111 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.93 out of 5 average rating, 353 reviews

The living room features large windows offering views of the river and surrounding trees. A blue sofa and a beige tufted couch are positioned around a wooden coffee table, while a colorful area rug adds warmth to the space. Bright yellow walls enhance the inviting atmosphere.

Home in New Paltz

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.

5 out of 5 average rating, 242 reviews

The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.

Cabin in Margaretville

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

4.85 out of 5 average rating, 200 reviews

A spacious living area features a black leather sofa and an orange ottoman, complemented by a large potted palm. Bright light enters through the open door, enhancing the warm wood flooring and inviting atmosphere.

Apartment in Newburgh

Historic Stunner w/WasherDryer, Balcony, 2 bedroom

Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

4.83 out of 5 average rating, 327 reviews

Cabin in Saugerties

Container Cabin in the Catskills (Field)

*Click on our logo to see our other cabins. The Field Cabin is a recently renovated 4-season shipping container cabin with a master bedroom, electricity, A/C, wood-fired hot tub, wood stove, furnace, indoor bathroom/shower, mountain views, patio, La Colombe coffee, gas grill, kitchen, and fire ring. Warm in the winter and cool in the summer, it sits on 20 acres, two hours north of NYC. Hiking, Woodstock, Kingston, Saugerties or the Hudson River 20 min away. As seen in Dwell, CNN, and Time Out.

4.98 out of 5 average rating, 524 reviews

Home in New Paltz

midcentury mod * POOL * walk out trail 2 mohonk

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. IN GROUND SWIMMING POOL short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village THE WHOLE PLACE IS YOURS HOUSE & PROPERTY POOL (open 5/1-9/30) and HOT TUB (open 9/30-5/1)

4.93 out of 5 average rating, 332 reviews

A wooden deck extends from the cabin, featuring a round table with two transparent chairs. The view includes a forest of bare trees under a setting sun, casting warm light across the space.

Cottage in Rhinebeck

Ridgetop 2 Br Cabin- Views, 130acre forest & falls

Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, comfortable bedrooms & quiet workspaces- learn more at cascadafarm.com

4.87 out of 5 average rating, 166 reviews

A cozy outdoor seating area features two light blue chairs positioned around a circular fire pit, with firewood stacked beside it. In the background, a compact cabin is set among the trees, showcasing a contrasting dark exterior and bright yellow door.

Tiny home in Fairview

Lake Side Tiny House

Reconnect with nature at this unforgettable escape. Sitting on the back side of beautiful 5 acre property, tucked in the woods along a beautiful lake. The Hosts home in on the property Come stay and unwind. Plenty to explore and just be. Lake access for swimming or with paddle board, canoe, or kayak. Just ask and can be assisted with. The whole property has been curated to be a magical oasis. Full bathroom inside Brand new Mini Split heat and AC unit. Has most kitchen amenities

4.96 out of 5 average rating, 354 reviews

A light-filled living room features a comfortable seating arrangement with beige and blue accents. A decorative fireplace is positioned below a mounted TV, showcasing a scenic view. Large windows allow natural light to brighten the space, complemented by a patterned rug and a round coffee table.

Home in Poughkeepsie

4BR|2Bath|King Beds|Walk to Marist|CIA|Pet|Parking

This home is located in the Mid Hudson Valley -just steps away from Marist U, The entrance to Walkway Over the Hudson, MHR Hospital and a 2mi ride to the CIA! Equipped with a full kitchen, king beds, 2 full baths, Roku TV, private parking & spacious backyard- perfect for grilling or cozying up next to the fire pit. Make this cheerful house your home base as you explore all the wonders of the Hudson Valley! We are a small dog friendly! (15 lbs or less)

4.93 out of 5 average rating, 151 reviews

A historic building features a two-story porch with railings, surrounded by lush greenery and flowering trees. Bright yellow bushes and blooming flowers create a colorful landscape in the garden. The house is set against a clear blue sky, showcasing its charming architecture.

Home in Hyde Park

Historic Hudson River View House

This lovingly furnished home in Hyde Park NY overlooks the magnificent Hudson River in a very quiet neighborhood within walking distance to the Franklin Delano Roosevelt and Vanderbilt estates. It comfortably accommodates two guests who have access to all three floors, though the ground floor mainly serves as the front door entryway. Please note, visitors are not allowed to host parties or special events. Thanks for your understanding!

4.9 out of 5 average rating, 140 reviews

The driveway leads to a serene house nestled among trees, showcasing vibrant fall foliage. A striking red tree stands prominently in front, complementing the rustic surroundings. Two vehicles are parked near the entrance, indicating easy access to the property.

Home in Saugerties

Vintage Modern in the Woods

Airy, open 70's modern home in the woods. Rural but only 8 minutes from Saugerties Main Street. Large farm-style dining table for big dinners and hanging out. Privacy and views of woods on 5 acres. Ski at nearby mountains or hang out in Hudson Valley towns nearby. Hiking is plentiful in nearby Catskills. Wake up to views of the forest and country peace and quiet.

Popular amenities for Poughkeepsie pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 208 reviews

An airy room is highlighted by wooden beams and large windows that overlook greenery. A spacious bed with a patterned duvet is positioned beside a cozy bed. A round table and chairs are situated in one corner, complemented by a woven rug and a decorative basket.

Home in Rhinebeck

Honeybug Snug near Omega Institute!

4.97 out of 5 average rating, 374 reviews

A bright living space features a white sofa with light striped cushions, complemented by a wooden coffee table. A dining area with a light wood table and chairs is present. Large glass doors open to a scenic outdoor view, enhancing the open and airy ambiance.

Home in Germantown

Scandinavian Cottage/Mountain Views/Fire pit

4.96 out of 5 average rating, 402 reviews

A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.

Home in Livingston Manor

Modern creekside cabin in the Catskills

4.98 out of 5 average rating, 213 reviews

Two waterfalls cascade over rocky terrain into a flowing body of water. Surrounding greenery includes trees and vegetation that enhance the natural setting. Sunlight illuminates the scene, reflecting off the water's surface, creating a serene environment.

Home in Verbank

The Waterfall House

4.98 out of 5 average rating, 110 reviews

A newly built cabin features a charming wooden exterior with warm lights illuminating the porch. The stone walkway leads to a grassy area beside the cabin, surrounded by trees. An outdoor pizza oven is visible on the patio, enhancing the inviting ambiance.

Home in East Jewett

Creekside Couple's Retreat w/Hot tub, Sauna & More

4.86 out of 5 average rating, 103 reviews

A spacious living area features large picture windows offering natural light, with a brick fireplace as a central focal point. Two chairs and a small table sit on a green rug, complemented by wooden flooring. Colorful artwork adorns the walls, enhancing the modern design.

Home in Staatsburg

Contemporary Hudson Valley home

4.96 out of 5 average rating, 148 reviews

Home in Staatsburg

Nature Retreat with Pond Views and Fire Pit

4.95 out of 5 average rating, 467 reviews

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

Rustic Swedish Barn/Featured in Airbnb Magazine

Pet-friendly home rentals with a pool

4.82 out of 5 average rating, 120 reviews

An indoor heated swimming pool is featured, surrounded by wooden paneling and illuminated by colorful LED lights. A hot tub is positioned beside the pool, with two lounge chairs placed nearby. Large windows offer views of the exterior while maintaining a cozy atmosphere.

Home in Newburgh

Entire Home (private pool), Event Friendly

4.93 out of 5 average rating, 407 reviews

A cozy living space is highlighted by a light wooden floor and a white shiplap ceiling. A comfortable brown leather couch and an orange accent chair provide seating. A wooden coffee table sits in front of the sofa. Wall art and a floor lamp add warmth to the room.

Cottage in Kingston

Kapitans Cottage Private POOL Minutes to Kingston

4.93 out of 5 average rating, 381 reviews

A spacious main area is highlighted by a large bed covered with a floral quilt. A comfortable sofa is positioned nearby, while a wooden café counter with four chairs overlooks natural light coming through the three windows. A coffee bar and kitchen appliances are integrated into the space.

Apartment in New Paltz

Peaceful and Private Boutique Apartment *Pool*

4.99 out of 5 average rating, 168 reviews

The exterior view of the guest house is framed by a large tree, showcasing the red brick barn-style structure. Outdoor seating areas are visible, along with a shaded patio featuring a red umbrella. The surrounding lawn is well-kept, leading to fenced paddocks in the background.

Farm stay in Red Hook

Sackett & Van Dam Guest House @ Little 9 Farm 1706

4.96 out of 5 average rating, 170 reviews

A heated saltwater pool, surrounded by a wooden deck, is set within a fenced yard surrounded by trees. Colorful pool floats and lounge chairs are visible, while guests enjoy the refreshing water in a serene forested environment.

Cabin in New Paltz

New Paltz dog friendly retreat w/salt water POOL

4.92 out of 5 average rating, 216 reviews

An aerial view showcases a modern dome structure on a spacious property, illuminated against the night. Surrounding pathways are lined with lights, enhancing the serene outdoor setting. Nearby, a tent with soft lighting hints at an inviting gathering space.

Dome in Hobart

Mtn View Lux Dome w/ Heated Plunge Pool

4.86 out of 5 average rating, 110 reviews

Home in Woodridge

Family Fun w Hot tub/Pool/Sauna near Ski Holidaymt

4.78 out of 5 average rating, 342 reviews

A vibrant red exterior wall of the cabin is complemented by neatly arranged flower beds filled with green foliage and orange flowers. A window is visible, reflecting natural light, while gravel pathways lead to the cabin, surrounded by lush greenery.

Cabin in Woodstock

chezbevet-country cabin retreat

Private, pet-friendly home rentals

4.94 out of 5 average rating, 62 reviews

Home in Poughkeepsie

3000 sq ft Poughkeepsie home with chef's kitchen

4.97 out of 5 average rating, 144 reviews

The cabin's exterior showcases a charming green facade adorned with decorative stars. A spacious deck is visible, equipped with a dining area and umbrellas for shade. Surrounding lush grass and colorful flowering bushes enhance the natural setting, while seating arrangements offer inviting spots to relax outdoors.

Cabin in Shandaken

Creekside Cabin: Fireplace, Dog friendly, Views

4.93 out of 5 average rating, 59 reviews

A historic stone mill stands amidst lush greenery, with water cascading from a nearby waterfall. The structure features shuttered windows and clear stone walls, harmonizing with the natural landscape. A spacious lawn is visible in front, framed by vibrant plant life and a rustic stone wall.

Home in Salt Point

Salvato Mill-designer escape w/ private waterfall

Apartment in Poughkeepsie

A bright living space features large windows allowing natural light to fill the room. A soft, upholstered chair and a simple white chair are positioned beside a wood accent table. Neutral tones create a serene atmosphere, complemented by lightly patterned rugs on the floor.

4.93 out of 5 average rating, 56 reviews

Sunny Apartment in Historic Home

4.82 out of 5 average rating, 215 reviews

Apartment in Fishkill

Cozy Private Apartment In Beacon/Fishkill

4.89 out of 5 average rating, 173 reviews

A spacious room is showcased with a cozy bed, a small wooden table, and two chairs. A wooden bench is positioned near the entrance. The bathroom doorway is visible, along with a bright mirror and light fixtures. Natural light enters the room through a window.

Guest suite in New Paltz

Newly built apartment steps from Mohonk preserve.

4.94 out of 5 average rating, 312 reviews

A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.

Cabin in Freehold

Tiny Home A-Frame with Hot Tub & Creek